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Issue 57, 2017
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Garlic-inspired trisulfide linkers for thiol-stimulated H2S release

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Abstract

Garlic-derived polysulfides (e.g., diallyl trisulfide, DATS) act as potent donors of the cell-signalling mediator H2S when exposed to endogenous thiols. Inspired by this chemistry, we incorporated a trisulfide linkage into a conjugate comprising an mPEG tail and a cholesteryl head via thiol-mediated fragmentation chemistry. The synthesized conjugate releases H2S upon exposure to thiol even at intracellular levels.

Graphical abstract: Garlic-inspired trisulfide linkers for thiol-stimulated H2S release

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Publication details

The article was received on 17 May 2017, accepted on 24 Jun 2017 and first published on 03 Jul 2017


Article type: Communication
DOI: 10.1039/C7CC03820H
Citation: Chem. Commun., 2017,53, 8030-8033
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    Garlic-inspired trisulfide linkers for thiol-stimulated H2S release

    F. Ercole, M. R. Whittaker, M. L. Halls, B. J. Boyd, T. P. Davis and J. F. Quinn, Chem. Commun., 2017, 53, 8030
    DOI: 10.1039/C7CC03820H

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